7683-59-2

• 常用中文名：异丙肾上腺素
• 常用英文名：Isoproterenol
• CAS号：7683-59-2
• 分子式：C₁₁H₁₇NO₃
• 分子量：211.258
• 相关类别： 原料药 呼吸系统用药 平喘药
• 发布时间：2018-06-02 08:00:00
• 更新时间：2024-01-02 18:13:31
• 异丙肾上腺素是一种非选择性的口服活性β-肾上腺素受体激动剂。异丙肾上腺素具有强大的外周血管扩张剂、支气管扩张剂和心脏刺激活性。异丙肾上腺素可用于研究心动过缓和支气管哮喘[1][2][3][4][5][6]。

名称

• 中文名: 异丙肾上腺素
• 英文名: isoprenaline
• 中文别名: 4-[(2-异丙氨基-1-羟基)乙基]-1,2-苯二酚; (-)-N-异丙基-L-去甲肾上腺素; 异丙肾
• 英文别名: Isoproterenol; N-isopropyl-2-(3,4-dihydroxyphenyl)-2-hydroxyethylamine; asiprenol; asmalar; Respifral; isoprel; Aludrin; (+/-)-isoproterenol; A 21; Aludrine

物化性质

• 密度: 1.2±0.1 g/cm3
• 沸点: 417.5±40.0 °C at 760 mmHg
• 熔点: 165 - 170ºC
• 分子式: C₁₁H₁₇NO₃
• 分子量: 211.258
• 闪点: 179.7±17.9 °C
• 精确质量: 211.120850
• PSA: 72.72000
• LogP: 0.25
• 外观性状: 白色结晶粉末
• 蒸汽压: 0.0±1.0 mmHg at 25°C
• 折射率: 1.579
• 储存条件: 2-8 °C， 密封， 干燥

生物活性

• 描述: 异丙肾上腺素是一种非选择性的口服活性β-肾上腺素受体激动剂。异丙肾上腺素具有强大的外周血管扩张剂、支气管扩张剂和心脏刺激活性。异丙肾上腺素可用于研究心动过缓和支气管哮喘[1][2][3][4][5][6]。
• 相关类别:
  研究领域 >> 心血管疾病
  研究领域 >> 内分泌
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 肾上腺素能受体
• 体外研究: 异丙肾上腺素(300 nM,3分钟)使完整大鼠脂肪细胞中颗粒cGMP和西洛他胺抑制的低Km cAMP磷酸二酯酶(cAMP PDE)活性增加约100%[1]。异丙肾上腺素抑制大鼠脂肪细胞中胰岛素刺激的葡萄糖转运活性。在不存在腺苷的情况下,异丙肾上腺素促进胰岛素刺激的细胞表面GLUT4可及性的时间依赖性(t1/2约2分钟)降低>50%,这与观察到的转运活性抑制直接相关[2]。异戊二烯(5 nM和10μM)可增加环腺苷酸水平,西洛他胺(10 mM)、环腺苷酸特异性PDE(PDE 4)抑制剂罗利普拉姆(10 mM)和环GMP提升剂(50 nM ANF或30 nM SNP加100 nM DMPPO)可增强这种作用[3]。异丙肾上腺素将Giα-2基因的转录活性提高到对照值的140%,而Gsα的基因特异性杂交保持不变[4]。异丙肾上腺素(20 nM)增加了总iK的振幅,并导致iK激活曲线中约10 mV的负偏移,无论是在300 nM尼索地平的存在下还是在300 nM尼索地平的存在下,以阻断L型Ca2+电流[5]。在兔分离的起搏器细胞中,异戊二烯(20 nM)使窦房结起搏器的自发起搏器率增加16%[5]。
• 体内研究: 异戊二烯(口服,0.27-0.64μg/kg)在狗体内通过相对少量的反应被广泛代谢[6]。动物模型：狗[1]剂量：0.27-0.64μg/kg给药：口服结果：尿液中排泄量基本不变,尿液中只有三分之一的放射性以O-甲基代谢物的形式存在。显示血浆放射性几乎完全是共轭异丙肾上腺素,这种代谢物占尿液放射性的80%以上。当血浆浓度较高时,显示的心率恢复到基线值。

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : DO1750000 CHEMICAL NAME : Benzyl alcohol, 3,4-dihydroxy-alpha-((isopropylamino)methyl)- CAS REGISTRY NUMBER : 7683-59-2 BEILSTEIN REFERENCE NO. : 2213857 LAST UPDATED : 199707 DATA ITEMS CITED : 37 MOLECULAR FORMULA : C11-H17-N-O3 MOLECULAR WEIGHT : 211.29 WISWESSER LINE NOTATION : QR BQ DYQ1MY1&1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular SPECIES OBSERVED : Human DOSE/DURATION : 14 ug/kg TOXIC EFFECTS : Cardiac - pulse rate increase, without fall in BP Cardiac - change in rate TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 355 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 100 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 600 ug/kg TOXIC EFFECTS : Cardiac - arrhythmias (including changes in conduction) TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 57 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 850 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 450 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 440 mg/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Sense Organs and Special Senses (Eye) - lacrimation Gastrointestinal - changes in structure or function of salivary glands TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 400 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 83 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 600 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 50 mg/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Sense Organs and Special Senses (Eye) - lacrimation Gastrointestinal - changes in structure or function of salivary glands TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 70 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Mammal - cat DOSE/DURATION : 250 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 3070 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 27 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 250 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 270 mg/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Sense Organs and Special Senses (Eye) - lacrimation Gastrointestinal - changes in structure or function of salivary glands TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 320 ug/kg TOXIC EFFECTS : Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Sense Organs and Special Senses (Eye) - lacrimation Gastrointestinal - changes in structure or function of salivary glands TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Amphibian - frog DOSE/DURATION : 80 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 320 mg/kg/6D-I TOXIC EFFECTS : Nutritional and Gross Metabolic - weight loss or decreased weight gain TYPE OF TEST : TCLo - Lowest published toxic concentration ROUTE OF EXPOSURE : Inhalation SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 250 mg/m3/30M/30D-C TOXIC EFFECTS : Gastrointestinal - changes in structure or function of salivary glands Endocrine - other changes Related to Chronic Data - death TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1500 mg/kg/30D-C TOXIC EFFECTS : Gastrointestinal - changes in structure or function of salivary glands Endocrine - other changes Related to Chronic Data - death TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 210 mg/kg SEX/DURATION : male 7 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Paternal Effects - testes, epididymis, sperm duct TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 750 ug/kg SEX/DURATION : female 1-19 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous DOSE : 20 ug/kg SEX/DURATION : female 20 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous DOSE : 10 ug/kg SEX/DURATION : female 8 day(s) after conception TOXIC EFFECTS : Reproductive - Maternal Effects - uterus, cervix, vagina TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 3 ug/kg SEX/DURATION : female 8 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 3 ug/kg SEX/DURATION : female 8 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - body wall TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous DOSE : 3 ug/kg SEX/DURATION : female 8 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system Reproductive - Specific Developmental Abnormalities - homeostasis TYPE OF TEST : Unscheduled DNA synthesis TYPE OF TEST : Mutation test systems - not otherwise specified TYPE OF TEST : Unscheduled DNA synthesis TYPE OF TEST : Mutation test systems - not otherwise specified MUTATION DATA TEST SYSTEM : Rodent - rat DOSE/DURATION : 600 mg/kg/10D REFERENCE : PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 125,722,1967 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84487 No. of Facilities: 116 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 927 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 84487 No. of Facilities: 107 (estimated) No. of Industries: 1 No. of Occupations: 4 No. of Employees: 9570 (estimated) No. of Female Employees: 8201 (estimated)

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儿茶酚经氯乙酰化、胺化、成盐、催化氢化而得。